반응 #3679

반응 방정식

NaOH

10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

triethylamine

2,5-dichlorobenzenesulfonyl chloride

2,5-dichlorobenzenesulfonyl chloride

triethylamine

→

solid

수율 177.6%

10-[4-[[(2,5-Dichlorophenyl)sulfonyl]amino]benzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine

수율 177.6%

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.WAITAfter another hour
2. 2
   workup.STIRRINGThe mixture is stirred at room temperature for 2 days
3. 3
   추출The mixture is extracted with ethyl acetate
4. 4
   세척the extract washed with 50% ammonium chloride solution, brine
5. 5
   건조dried (Na2SO4)
6. 6
   기타The solvent is removed

실험 절차

A mixture of 0.10 g of 10,11-dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 0.050 g of triethylamine and 0.083 g of 2,5-dichlorobenzenesulfonyl chloride in 2 ml of dichloromethane is stirred at room temperature for 1 hour and then 4 mg of 4-(N,N-dimethylamino)pyridine is added. After another hour, 93 mg of 2,5-dichlorobenzenesulfonyl chloride is added along with 50 mg of triethylamine. The mixture is stirred at room temperature for 2 days and 1N NaOH added. The mixture is extracted with ethyl acetate and the extract washed with 50% ammonium chloride solution, brine and dried (Na2SO4). The solvent is removed to give 0.30 g of solid. Trituration with ether-hexane gives 0.26 g of solid. This solid is dissolved in a mixture of 5 ml of tetrahydrofuran, 1 ml of methanol, 1 ml of 1N NaOH and the mixture stirred for 18 hours at room temperature. The organic solvents are removed and the mixture extracted with ether acetate. The extract is washed with NaHCO3, brine and dried (Na2 SO4). The solvent is removed and the residue (0.16 g) triturated with ether to give 0.14 g of yellow solid.

출처